Synthese And Properties Of TPE-based Intelligent Response Material

Most luminescent materials are using in sensing,lighting,storage and other areas in the form of aggregates such as thin film or solids.However,luminescence of traditional luminescent materials is often quenched with an increase in concentration.This phenomenon is termed as aggregation caused quenching?ACQ?.Such a notorious and thorny ACQ problem has greatly limited the effective application of luminescent materials.Fortunately,in 2001,an unusual and opposite aggregation-induced emission?AIE?phenomenon was observed by Tang's group.Compounds with AIE effect can achieve effective luminescence in the aggregation state or solid state.The discovery of AIE phenomenon and the development of AIE materials are very significative for practical application of luminescent materials.Recently,an increasing number of AIE luminogens are reported successively.Simultaneously,the novel stimuli-responsive smart materials have also caused wide attention.Mechanochromism materials,one of the stimuli-responsive smart materials,can be used in myriad ways,such as anti-counterfeiting,sensing,storage,etc.Hence,it has great significance to develop solid luminescent materials with mechanochromism characteristics.It is well-known that tetraphenylethene?TPE?is a typical AIE luminogens with high luminous efficiency in solid state.In addition,a wide range of TPE derivatives exhibited mechanochromism phenomena.In this paper,a series of TPE-containing derivatives with high efficient aggregation luminescence or solid luminescence were designed and synthesized.The main contents of this paper are shown as following:1.One TPE-based compound i-1 containing rhodamine unit has been designed and synthesized.The structure of compound i-1 has been characterized by ¹H NMR spectroscopy,¹³C NMR spectroscopy,elemental analysis and mass spectrometry.The aggregation induced emission characteristics and mechanochromism characteristics of compound i-1 have been investigated by UV-Vis absorption spectrum and PL spectrum.The results show that the compound i-1 exhibited aggregation-induced emission enhancement?AIEE?property.In addition,compound i-1 also displayed reversible mechanofluorochromic phenomenon involving rare color change from orange to red.This work is valuable for designing AIE or AIEE-active red light-emitting high efficiency mechanochromic materials.2.Six TPE-based compounds ii-1?ii-6 containing naphthalimide-based unit has been designed and synthesized.The structure of compounds ii-1?ii-6 have been characterized by ¹H NMR spectroscopy,¹³C NMR spectroscopy,elemental analysis and mass spectrometry.The aggregation induced emission characteristics and mechanochromism characteristics of compounds ii-1?ii-6 have been investigated by UV-Vis absorption spectrum and PL spectrum.The results show that the compounds ii-1?ii-6 exhibited strong luminescence in aggregate-state.Among them,compounds ii-1?ii-3 displayed AIEE characteristics and ii-4?ii-6 showed aggregation fluorescence change feature.In addition,ii-1?ii-6 also has highly efficient solid-state luminescence characteristics.Indeed,compound ii-2 and ii-6 have high-contrast color changes and excellent anti-fatigue performance,which can be used to prepare rewritable recording mediums.This research work provides valuable reference for the rational design of novel naphthalimide-based high-contrast mechanochromic fluorescence materials.3.Four TPE-based compounds iii-1?iii-4 containing thiophene-based unit has been designed and synthesized.The structure of compounds iii-1?iii-4 have been characterized by ¹H NMR spectroscopy,¹³C NMR spectroscopy,elemental analysis and mass spectrometry.The aggregation induced emission characteristics and mechanochromism characteristics of compounds iii-1?iii-4 have been investigated by UV-Vis absorption spectrum and PL spectrum.The results show that the compounds iii-1?iii-4 exhibited aggregation-induced emission?AIE?property,and these luminogens emitted various fluorescence colors involving blue-green,green,yellow and orange in the aggregation state.The results of this study will be beneficial for the exploitation of novel luminophors with full-color emission.